3,5-di(2-hexyldecyloxy)benzeneboronic acid pinacol ester | 1240270-15-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-di(2-hexyldecyloxy)benzeneboronic acid pinacol ester
• 英文别名: pinacolyl 3,5-di(2-hexyldecyloxy)phenylboronate；2-[3,5-Bis(2-hexyldecoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1240270-15-8
• 化学式: C₄₄H₈₁BO₄
• 分子量: 684.936
• InChiKey: DAWWQFMNAGNGLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.42
• 重原子数：
  49
• 可旋转键数：
  31
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-di(2-hexyldecyloxy)benzeneboronic acid pinacol ester 、 3,8,13-tribromo-diindeno[1,2-a;1',2'-c]fluorene-5,10,15-trione 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以89%的产率得到4,9,14-tris[3,5-(2-hexyldecyloxy)phenyl]truxenone
  参考文献：
  名称：

  Truxene-Based Columnar Liquid Crystals: Self-Assembled Structures and Electro-Active Properties

  摘要：

  AbstractColumnar liquid‐crystalline (LC) truxene derivatives containing branched flexible alkyl chains have been designed and synthesized. The dicyanomethylene and dithiafulvene substituents have been introduced into the π‐conjugated truxene framework to tune their electronic and redox properties as well as the molecular assembled structures. The π‐conjugated cores of dicyanomethylene‐ and dithiafulvene‐appended truxenes adopt bowl‐shaped conformations, giving rise to a large intrinsic dipole moment perpendicular to the aromatic framework. These molecules form stable columnar LC structures through intermolecular dipole–dipole interactions. The redox properties of LC truxene derivatives have been examined by cyclic voltammetry. The dicyanomethylene‐appended truxene shows the reversible four‐step electrochemical reductions, whereas the dithiafulvene‐appended truxene undergoes three‐step oxidations.

  DOI：

  10.1002/asia.200900038
• 作为产物：
  描述：

  异丙醇频哪醇硼酸酯 、 1-bromo-3,5-bis(2-hexyldecyloxy)benzene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以89%的产率得到3,5-di(2-hexyldecyloxy)benzeneboronic acid pinacol ester
  参考文献：
  名称：

  Truxene-Based Columnar Liquid Crystals: Self-Assembled Structures and Electro-Active Properties

  摘要：

  AbstractColumnar liquid‐crystalline (LC) truxene derivatives containing branched flexible alkyl chains have been designed and synthesized. The dicyanomethylene and dithiafulvene substituents have been introduced into the π‐conjugated truxene framework to tune their electronic and redox properties as well as the molecular assembled structures. The π‐conjugated cores of dicyanomethylene‐ and dithiafulvene‐appended truxenes adopt bowl‐shaped conformations, giving rise to a large intrinsic dipole moment perpendicular to the aromatic framework. These molecules form stable columnar LC structures through intermolecular dipole–dipole interactions. The redox properties of LC truxene derivatives have been examined by cyclic voltammetry. The dicyanomethylene‐appended truxene shows the reversible four‐step electrochemical reductions, whereas the dithiafulvene‐appended truxene undergoes three‐step oxidations.

  DOI：

  10.1002/asia.200900038

文献信息

• A near-infrared fluorescent phthalocyanine liquid developed through controlling intermolecular interactions
  作者：Yoshiaki Chino、Takashi Nakanishi、Mutsumi Kimura

  DOI：10.1039/c9nj05195c

  日期：——

  Novel liquid phthalocyanines 1 and 2 were synthesized, and correlation between their molecular structure and intermolecular interactions in solvent-free state was investigated. H-aggregates were formed in 1, and a monomeric non-aggregate state emitting in near-infrared (NIR) spectral range was developed in 2, enabiling its application in NIR-technology.

  合成了新型液体酞菁1和2，并研究了它们的分子结构与无溶剂状态下的分子间相互作用之间的相关性。在1中形成了H聚集体，在2中形成了在近红外（NIR）光谱范围内发射的单体非聚集态，从而使其在NIR技术中得到了应用。
• Room‐Temperature Alkyl‐Diphenylpyrene Liquefication by Molecular Desymmetrization
  作者：Fengniu Lu、Akira Shinohara、Izuru Kawamura、Akinori Saeki、Tomohisa Takaya、Koichi Iwata、Takashi Nakanishi

  DOI：10.1002/hlca.202300050

  日期：2023.8

  modification in highly crystalline π-conjugated molecules is a universal problem in related research fields. This paper reports room-temperature liquefication of diphenylpyrene isomers by introducing bulky yet flexible branched alkyl chains through molecular desymmetrization. Six isomers with different symmetries depending on the positions of the phenyl groups and alkyl groups were synthesized, and three

  在高度结晶的π共轭分子中以最少的化学修饰实现最低的相变温度是相关研究领域的普遍问题。本文报道了通过分子去对称引入庞大而灵活的支化烷基链来实现二苯基芘异构体的室温液化。根据苯基和烷基的位置，合成了六种具有不同对称性的异构体，其中三种异构体被发现在 25°C 下为液体，这种状态已保持五年多。尽管一般认为分子的对称性越低，其结晶的可能性就越小，但具有较高分子对称性的分子却出人意料地没有结晶，